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693618

(2S,4S)-2,4-Bis(diphenylphosphino)pentane

Name: (2<I>S</I>,4<I>S</I>)-2,4-Bis(diphenylphosphino)pentane
Brand: ALDRICH

97%

Synonym(s):

(S,S)-BDPP, [(1S,3S)-1,3-Dimethyl-1,3-propanediyl]bis[diphenylphosphine]

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₃₀P₂

CAS Number:

77876-39-2

Molecular Weight:

440.50

NACRES:

NA.22

PubChem Substance ID:

329761604

UNSPSC Code:

12352002

MDL number:

MFCD00058923

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Properties

assay

97%

form

solid

optical activity

[α]20/D −125.0°, c = 1 in chloroform

mp

80-84 °C

functional group

phosphine

SMILES string

C[C@@H](C[C@H](C)P(c1ccccc1)c2ccccc2)P(c3ccccc3)c4ccccc4

InChI

1S/C29H30P2/c1-24(30(26-15-7-3-8-16-26)27-17-9-4-10-18-27)23-25(2)31(28-19-11-5-12-20-28)29-21-13-6-14-22-29/h3-22,24-25H,23H2,1-2H3/t24-,25-/m0/s1

InChI key

CTYPJIUQROQJBG-DQEYMECFSA-N

Description

Application

Ligand used for asymmetric hydrogenation of ketones and alkenes

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Asymmetric hydrogenation of aryl ketones mediated by a copper catalyst.

Hideo Shimizu et al.

Organic letters, 9(9), 1655-1657 (2007-03-29)

[reaction: see text] A novel asymmetric hydrogenation protocol using a copper catalyst is reported. A Cu(I) complex in the presence of nonracemic BDPP hydrogenates aryl ketones with moderate to high enantioselectivity.

Sequence of intramolecular carbonylation and asymmetric hydrogenation reactions: highly regio- and enantioselective synthesis of medium ring tricyclic lactams.

Shui-Ming Lu et al.

Journal of the American Chemical Society, 130(20), 6451-6455 (2008-05-01)

The intramolecular cyclocarbonylation reaction with palladium-complexed dendrimers on silica is a very effective method for the regioselective synthesis of methylene 8-, 9-, and 10-membered rings. The heterogeneous dendritic catalysts are easily recovered by simple filtration and reused for up to

Global Trade Item Number

SKU	GTIN
693618-1G	04061832768915
693618-500MG	04061833541012